(5aS,9S,9aR,9bS)-1,3,5,5a,6,7,8,9,9a,9b-decahydro-9b-hydroxy-6,6,9a-trimethyl-3-oxonaphtho[1,2-c]furan-9-yl N-acetyl-L-valinate | 1356599-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: (5aS,9S,9aR,9bS)-1,3,5,5a,6,7,8,9,9a,9b-decahydro-9b-hydroxy-6,6,9a-trimethyl-3-oxonaphtho[1,2-c]furan-9-yl N-acetyl-L-valinate
• 英文别名: berkedrimanes B；berkedrimane B；[(5aS,9S,9aR,9bS)-9b-hydroxy-6,6,9a-trimethyl-3-oxo-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-9-yl] (2S)-2-acetamido-3-methylbutanoate
• CAS: 1356599-31-9
• 化学式: C₂₂H₃₃NO₆
• 分子量: 407.507
• InChiKey: DFGYGTWTXGTQIC-FIOCPMRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (5aS,9S,9aR,9bS)-1,3,5,5a,6,7,8,9,9a,9b-decahydro-9b-hydroxy-6,6,9a-trimethyl-3-oxonaphtho[1,2-c]furan-9-yl N-acetyl-L-valinate 在 盐酸 、 水 作用下， 反应 15.0h， 生成 L-缬氨酸
  参考文献：
  名称：

  Caspase-1 and -3 Inhibiting Drimane Sesquiterpenoids from the Extremophilic Fungus Penicillium solitum

  摘要：

  Two new drimane sesquiterpene lactones and one new tricarboxylic acid derivative were isolated from the Berkeley Pit extremophilic fungus Penicillium solitum. The structures of these compounds were deduced by spectroscopic analysis. Berkedrimanes A and B inhibited the signal transduction enzymes caspase-1 and caspase-3 and mitigated the production of interleukin 1-beta in the induced THP-1 (pro-monocytic leukemia cell line) assay.

  DOI：

  10.1021/np200528n

文献信息

• Treatment Of HIV-1 Infection And AIDS
  申请人：The J. David Gladstone Institutes

  公开号：US20150343011A1

  公开（公告）日：2015-12-03

  Provided herein are compositions and methods for the treatment of a patient having an HIV-1 infection and/or AIDS. More specifically this invention provides treatment of an HIV-1 infection and/or AIDS using small molecule compounds, such as inhibitors for the activation and/or activity of caspase-1. Inhibitors for the activation and/or activity of caspase-1 also prevent the cell death of CD4 T-cells in a population of CD4 T-cells comprising HIV-1 infected CD4 T-cells and uninfected CD4 T-cells. In addition, caspase-1 inhibitors inhibit inflammation, and pyroptosis.
• US9352010B2
  申请人：——

  公开号：US9352010B2

  公开（公告）日：2016-05-31
• US9956260B1
  申请人：——

  公开号：US9956260B1

  公开（公告）日：2018-05-01
• Caspase-1 and -3 Inhibiting Drimane Sesquiterpenoids from the Extremophilic Fungus <i>Penicillium solitum</i>
  作者：Donald B. Stierle、Andrea A. Stierle、Teri Girtsman、Kyle McIntyre、Jesse Nichols

  DOI：10.1021/np200528n

  日期：2012.2.24

  Two new drimane sesquiterpene lactones and one new tricarboxylic acid derivative were isolated from the Berkeley Pit extremophilic fungus Penicillium solitum. The structures of these compounds were deduced by spectroscopic analysis. Berkedrimanes A and B inhibited the signal transduction enzymes caspase-1 and caspase-3 and mitigated the production of interleukin 1-beta in the induced THP-1 (pro-monocytic leukemia cell line) assay.